(S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide | 596136-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
• 英文别名: N-[[(5S)-3-[3-fluoro-4-(4-cyanomethylidene-piperidinyl)-phenyl]-2-oxo-5-oxazolidinyl]-methyl]-acetamide；N-[[(5S)-3-[4-[4-(cyanomethylidene)piperidin-1-yl]-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 596136-34-4
• 化学式: C₁₉H₂₁FN₄O₃
• 分子量: 372.399
• InChiKey: YIAPMNGTDDBGBX-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  85.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 在 劳森试剂 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以52%的产率得到N-[[(5S)-3-[3-fluoro-4-(4-(cyanomethylidene)-piperidinyl)-phenyl]-2-oxo-5-oxazolidinyl]-methyl]-thioacetamide
  参考文献：
  名称：

  Methylidene oxazolidinone compound and preparation method thereof

  摘要：

  由化学式（1）表示的甲基亚胺噁唑啉酮化合物或其药用可接受的盐，以及其制备方法，对包括耐甲氧西林金黄色葡萄球菌和耐万古霉素肠球菌在内的革兰氏阳性细菌表现出卓越的抗菌活性。

  公开号：

  US20040087633A1
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 N-[3-{3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到(S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
  参考文献：
  名称：

  Synthesis and in vitro activity of new methylenepiperidinyl and methylenepyrrolidinyl oxazolidinone antibacterial agents

  摘要：

  We have prepared and evaluated the antibacterial activities of a series of substituted methylenepiperidinyl and methyl-enepyrrolidinyl oxazolidinones against several gram-positive strains including the resistant strains of Staphyloccus and Enterococcus, such as MRSA, CRSA, MSSA and VRE. Some of them showed comparable or superior in vitro activities (MIC) to vancomycin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00249-x

文献信息

• Methylidene oxazolidinone compound and preparation method thereof
  申请人：Korea Institute of Science and Technology

  公开号：US20040087633A1

  公开（公告）日：2004-05-06

  A methylidene oxazolidinone compound represented by formula (1) or a pharmaceutically acceptable salt thereof, and a preparation method thereof, showing superior antimicrobial activities against gram-positive germs including resistant strains such as methicillic-resistant staphylococcus aureus and vancomycin-resistant enterococcus: 1

  由化学式（1）表示的甲基亚胺噁唑啉酮化合物或其药用可接受的盐，以及其制备方法，对包括耐甲氧西林金黄色葡萄球菌和耐万古霉素肠球菌在内的革兰氏阳性细菌表现出卓越的抗菌活性。
• Antibacterial cyano-(substituted)-methylenepiperidinophenyl oxazolidinones targeting multiple ribonucleoprotein sites
  申请人：WOCKHARDT LIMITED

  公开号：US20040063954A1

  公开（公告）日：2004-04-01

  The present invention provides agents having high antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel cyano-(substituted)-methylenepiperidinophenyl oxazolidinone derivatives, processes for making the compounds, as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating bacterial infections with the said derivatives.

  本发明提供了具有高抗微生物活性的代理，用于预防和治疗传染病。因此，本发明提供了新型的氰基-（取代）-亚甲基哌啶基苯氧唑烷衍生物、制备该化合物的方法，以及包含该衍生物作为活性成分的抗微生物组合物和使用该衍生物治疗细菌感染的方法。
• Antimicrobial oxazolifinones with improved pharmacokinetic profile and safety advantages
  申请人：——

  公开号：US20040235900A1

  公开（公告）日：2004-11-25

  The present invention provides agents having high antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel cyanoalkylpiperidinophenyl oxazolidinone derivatives having antimicrobial activity, favourable pharmacokinetic and safety profiles, processes for making the compounds, as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating microbial infections with the said derivatives.

  本发明提供了具有高抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了新型的具有抗微生物活性、药代动力学和安全性良好的氰基烷基哌啶基苯氧唑啉衍生物，制备该化合物的方法，以及含有该衍生物作为活性成分的抗微生物组合物和使用该衍生物治疗微生物感染的方法。
• Substituted piperidino phenyloxazolidinones having antimicrobial activity with improved in vivo efficacy
  申请人：Deshpande Keshav Prasad

  公开号：US20050143421A1

  公开（公告）日：2005-06-30

  The present invention provides agents having antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel substituted piperidino phenyloxazolidinone derivatives, processes for making compounds as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating bacterial infections with the said derivatives.

  本发明提供了具有抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了新型的取代哌啶基苯并噁唑啉衍生物，制备该类化合物的方法，以及包含上述衍生物作为活性成分的抗微生物组合物和使用该类衍生物治疗细菌感染的方法。
• SUBSTITUTED PIPERIDINO PHENYLOXAZOLIDINONES HAVING ANTIMICROBIAL ACTIVITY WITH IMPROVED IN VIVO EFFICACY
  申请人：Deshpande Prasad Keshav

  公开号：US20100144735A1

  公开（公告）日：2010-06-10

  The present invention provides agents having antimicrobial activity for preventing and treating infectious diseases. Thus, the present invention provides novel substituted piperidino phenyloxazolidinone derivatives, processes for making compounds as well as antimicrobial compositions containing said derivatives as active ingredients and methods of treating bacterial infections with the said derivatives.

  本发明提供具有抗微生物活性的药剂，用于预防和治疗传染病。因此，本发明提供了新型的取代的哌啶基苯并噁唑啉衍生物，制备该化合物的方法以及含有该衍生物作为活性成分的抗微生物组合物和使用该衍生物治疗细菌感染的方法。